1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

Base Information

Chemical Name:1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil
CAS No.:97614-46-5
Molecular Formula:C₂₃H₁₈FIN₂O₇
Molecular Weight:580.308
Hs Code.:

Synonyms:1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

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Chemical Property of 1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

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Technology Process of 1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

There total 4 articles about 1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

: 38953-72-9
5-iodo-2,4-bis-O-trimethylsilyluracil

: 98855-71-1
((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

: 97614-45-4
5-iodo-1-(2'-deoxy-2'-fluoro-3',5'-di-O-benzoyl-β-D-arabinofuranosyl)uracil

: 97614-46-5
1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

Guidance literature:: With sodium iodide; In dichloromethane; acetonitrile; at 20 ℃; for 168h;
DOI:10.1016/j.bmcl.2009.09.116

Reference yield:

: 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

: 97614-46-5
1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / HBr / CH₂Cl₂; acetic acid / 16 h / Ambient temperature

2: NaI / CH₂Cl₂; acetonitrile / 168 h / Ambient temperature

With hydrogen bromide; sodium iodide; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/jo00219a048

Reference yield:

: 97614-42-1
2-O-(imidazolylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose

: 97614-46-5
1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil

Guidance literature:: Multi-step reaction with 3 steps

1: 62.8 percent / KHF₂, 50percent aq. HF / various solvent(s) / 1 h / 160 °C

2: 98 percent / HBr / CH₂Cl₂; acetic acid / 16 h / Ambient temperature

3: NaI / CH₂Cl₂; acetonitrile / 168 h / Ambient temperature

With potassium hydrogen bifluoride; hydrogen fluoride; hydrogen bromide; sodium iodide; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/jo00219a048